Entire home

Luxurious Island Pearl-Private Pool - 2BD/2Bath

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A covered wooden porch with white railings, a rocking chair, and a window with blinds.
A modern kitchen with white cabinetry, a large island with stools, a built-in oven, and a stainless steel refrigerator.
A spacious living room with a brown leather sofa, a grey armchair, and a coffee table. There are large windows with white shutters, a kitchen area with a bar, and a dining table.
A kitchen with a marble countertop, wooden flooring, pendant lights, and a fruit bowl.
A spacious living room with a large window, a ceiling fan, and a cozy seating area.

Reviews

10 out of 10
Exceptional

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • At the centre of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
  • Discover nearby landmarks
    Close to Duval Street

Popular amenities

  • Patio
  • Swimming pool
  • Barbecue
  • Air-conditioning
  • Refrigerator
  • Washing machine

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Place, Florida Keys Beaches
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Dining area

Add dates for prices

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About the area

Key West

Located by the sea, this holiday home is in Key West Historic District, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.2 km
  • Oldest House Museum and Garden - 1 min walk - 0.2 km
  • Mallory Square - 9 min walk - 0.8 km
  • Florida Keys Beaches - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 12 min walk - 1.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Margaritaville - ‬2 min walk
  • ‪Green Parrot Bar - ‬5 min walk
  • ‪Wendy's - ‬3 min walk
  • ‪The Bull & Whistle Bar - ‬5 min walk
  • ‪Fat Tuesday - ‬4 min walk

Frequently asked questions

Does Luxurious Island Pearl-Private Pool - 2BD/2Bath have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Luxurious Island Pearl-Private Pool - 2BD/2Bath pet-friendly?

No, pets are not allowed at this property.

How much is parking at Luxurious Island Pearl-Private Pool - 2BD/2Bath?

On-site parking is available at the property.

What time is check-in at Luxurious Island Pearl-Private Pool - 2BD/2Bath?

Check-in begins at 4:00 PM.

What time is check-out at Luxurious Island Pearl-Private Pool - 2BD/2Bath?

Checkout is at 10:00 AM.

Where is Luxurious Island Pearl-Private Pool - 2BD/2Bath located?

Located in Key West Historic District, this holiday home is steps away from The Key West Theater and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 61 out of 64 reviews
Rating 8 - Good. 3 out of 64 reviews
Rating 6 - Okay. 0 out of 64 reviews
Rating 4 - Poor. 0 out of 64 reviews
Rating 2 - Terrible. 0 out of 64 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was perfect upon arrival. We found the condo very clean, well equipped kitchen and bed linens and towels were all clean and cozy! We highly recommend this place to anyone wanting a lovely Key West stay. Island Pearl was managed well and very responsive to any questions. A key amenity was onsite parking.
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Location
Excellent property and location!
Stayed 6 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location! Everything was very clean and well equipped. Will definitely stay here again when in the Keys!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stay five star!!
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location nice place
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location, service, kitchen appliances great mattresses
Stayed 17 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location, walk to everything. Beautifully decorated and very comfortable. Property manager was outstanding! Would definitely stay here again.
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The place is just awesome. Located just 1/2 a block from Duval st. The place is updated and very clean. If you prefer to stay in and cook, this is the place. The management property was so helpful. The owners of the property are so meticulous to detail. There is a small grocery (Fausto’s food palace) store just across the street. So convenient to everything. The pool was just icing on the cake. I highly recommend this property and this realty management company. LOVE, LOVE, LOVE this place. If you’re looking for a worry free stay. Look no further. I did not take many photos if any of the property. However, the photos on the VRBO APP are very accurate. Safe travels.
Stayed 5 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Island Pearl…wonderful, beautiful, perfect home
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is beautiful and is centrally located in Old Town. It had everything we needed and more, beautiful kitchen, two en suite bedrooms and a beautiful private pool in the backyard. The hosts were super-responsive, answered all of our questions, and could not have been more helpful. We would stay here again in a heartbeat!
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Well stocked with kitchen appliances and utensils. Great location for restaurants, bars, beach and entertainment. Can walk to everything. Management company was very responsive and attentive.
Stayed 14 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great updated house in the perfect location. Super easy communication with the host, who were very accommodating to our needs in the trip. Would definitely stay here again!
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
This spot was incredible. The interior was very well put together with amazing decor. The large kitchen island was great for entertaining. The location was great, easy walk to Duval street and all of the festivities, yet far enough away that it’s quiet at night. I loved the local grocery store Fausto’s across the street which made it easy to stock up a sandwiches, drinks, snacks, etc. The pool was very well maintained. I’d highly recommend staying at this rental!
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house, yard and pool and location. The communication with the rental staff was spot on and check in check out seamless.
Stayed 5 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and customer service

We loved our location, the house and Key West!
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place

Place was perfect and property management was great. Will definitely try to stay here again.
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house and pool. Clean, nicely decorated and comfortable. Perfect location to walk to everything. Would rent agin
Stayed 5 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect house for our stay in Key West. Exceptionally clean, open living area. The 2 bedrooms are on each side do the house, giving privacy. The private pool and tranquil backyard are added bonuses
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Property

Outstanding location with beautiful features! Very comfortable!
Stayed 3 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful property

The house was beautiful, so comfortable and well thought out. Perfect location to all the action on Duval st, but out of the way enough to be quiet and peaceful. Would stay again in a heartbeat.
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect house and location!

The location was perfect! We walked everywhere! Very nice inside!
Stayed 3 nights in Apr 2025
From a partner site

10/10 Excellent

Great place in perfect location

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Had a wonderful time and the rental was like new and good location. Property mgr was easy to communicate with.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
In the heart of everything...yet removed enough to enjoy our vacation. Rental is not the full house but the area you are granted access is fantastic (worked well for us). Home is well finished with two ensuites that worked perfectly for us, a beautiful kitchen and private pool. Comfortable and convienent, tough to beat.
Stayed 6 nights in Nov 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was wonderful. Very clean and provided everything we needed. The host was extremely communicative and responded to our questions within minutes. The location is great, but great in Key West usually means busy and loud. That was the only downside, but definitely not the fault of the host - Key West can just be loud! We would definitely stay again!
Stayed 5 nights in Jan 2026
From a partner site

10/10 Excellent

Island pearl more like diamond

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Everything was great! Comfortable beds, clean and well taken care of. Property management was quick to respond to our needs. Truly enjoyed this property.
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